Dave Winfield

Wycombe Wanderers Winfield signed a two-year deal for Wycombe Wanderers upon the expiry of his contract in June 2010, and a tribunal ruled that Wycombe pay a fee of £25,000 plus a 20% sell-on clause. He made 40 appearances for Wycombe in 2010–11

Shrewsbury Town Winfield turned down a new contract at Wycombe at the end of 2012–13, to join League One club Shrewsbury Town on a free transfer on 12 June 2013. However, he picked up a hamstring injury late in pre-season that delayed his availability for selection until September 2013. Having played 30 minutes of a reserve match against Oldham Athletic, Winfield eventually made the substitutes' bench for an away match at Crawley Town on 14 September 2013, and made his first team debut away at Bradford City two weeks later, getting sent off for two bookable offences in a 2–1 defeat. Following Shrewsbury's relegation from to League Two, Winfield was released on 2 June 2014, having come to an agreement to end his contract early.

York City

Following his release from Shrewsbury, Winfield joined League Two rivals York City on a two-year contract on 16 June 2014. He made his debut in a 1–0 home defeat to Doncaster Rovers in the League Cup first round on 12 August 2014. He made his debut two days later in a 2–0 away defeat to Shrewsbury before the loan was extended in March 2015. He had made seven appearances for AFC Wimbledon when York recalled him on 19 March 2015 after an injury to Stéphane Zubar. Winfield left York after rejecting a new contract in June 2016.

Ebbsfleet United Winfield joined National League South club Ebbsfleet United on 9 June 2016. He scored in the 76th minute of Ebbsfleet's 2–1 win over Chelmsford City in the 2017 National League South play-off final, which saw the club promoted to the National League.

Later career On 2 October 2019, Winfield signed for Chelmsford City.

On 6 December 2019, after two goals in ten appearances in all competitions, Winfield moved up a division to sign for National League club Bromley.

Winfield signed for Romford prior to the 2020–21 season, making six appearances for the club in all competitions, before the season was curtailed due to the COVID-19 pandemic.

On 10 July 2021, Winfield returned to Chelmsford City. On 5 June 2024, after seven goals in 117 appearances in all competitions across two spells, Chelmsford City announced Winfield would be leaving the club.

On 6 June 2024, Winfield joined National League South side Welling United.

On 8 July 2025, Winfield returned to the National League South following Welling United's relegation, joining Hornchurch.

On 13 February 2025, Winfield joined Dartford on loan for the rest of the season.

On 17 May 2026, Winfield signed for Isthmian League side Ramsgate, reuniting with Adrian Pennock, with whom he played under during his time at Dartford.

Career statistics

Honours Aldershot Town Conference League Cup: 2007–08

Wycombe Wanderers Football League Two third-place promotion: 2010–11

Ebbsfleet United National League South play-offs: 2017